反応 #657308

反応方程式

3-phenyl-1H-pyrazol-5-ol

1-bromo-3-chloropropane

potassium carbonate

→

2-phenyl-6,7-dihydro-5H-pyrazolo[5,1-b][1,3]oxazine

溶媒

acetonitrile

反応条件

後処理

1. 1
   温度is heated for 5.5 h
2. 2
   温度under reflux
3. 3
   その他Thereafter the volatiles are evaporated
4. 4
   workup.ADDITIONthe residue is treated with 50 mL ethyl acetate
5. 5
   洗浄The residual solid is washed 2× with ethyl acetate
6. 6
   その他the combined organic phases are evaporated
7. 7
   その他The obtained crude product
8. 8
   その他is triturated with methyl tert butylether and 6.4 g (53%) of 2-phenyl-6,7-dihydro-5H-pyrazolo[5,1-b][1,3]oxazine
9. 9
   その他are obtained as solid

実験手順

A mixture of 3-phenyl-1H-pyrazol-5-ol (8.80 g, 0.055 mol), 1-bromo-3-chloropropane (9.5 g, 1.1 eq, 0.06 mol) and potassium carbonate (30.3 g, 4 eq, 0.22 mol) in acetonitrile (120 mL) is heated for 5.5 h under reflux. Thereafter the volatiles are evaporated and the residue is treated with 50 mL ethyl acetate. The residual solid is washed 2× with ethyl acetate and the combined organic phases are evaporated. The obtained crude product is triturated with methyl tert butylether and 6.4 g (53%) of 2-phenyl-6,7-dihydro-5H-pyrazolo[5,1-b][1,3]oxazine are obtained as solid.

出典